Work had me staying over in the city for a conference, so I browsed the forums and message boards, not really expecting anything. Couple bad timings, requests for photos, messages that get ghosted after some time. One message thread had that laid back no rush vibe, really good conversation, decent photos, said he would check-in in the morning. I went to bed with some curious dreams. The next morning I checked my emails nothing, I was a little let down, a little relieved, a sigh and I jumped in the shower. My phone dinged new mail, he was on the subway and in the neighborhood, I checked the clock fretted about time, and shot him a reply 10min. I got out of the shower, dried off, wrapped a towel around my waist and put some down on the bed, and waited. My heart rate quickened, I kept checking the peephole, calm down I told myself. There was a knock, I opened the door and let him in. He looked like his photos. He stepped in, said "lets get to it and get you on your way". He started stripping, I took off my towel and climbed on the bed. My heart was still racing, and I knew I don't respond well to that. I laid back and took deep breaths, he leaned over the bed and took me in his mouth. He was skilled, and it felt good but my nerves got the better of me and I couldn't get hard. I wanted to get hard so bad, and cum. After about ten minutes of trying he called it, I apologized and he says it happens, no biggie. "Here" he says "I want to show you a hard one" He stood up and removed his shorts. Sucking me had made him hard, his dick stood out and curved upwards. I asked if I could give sucking a try, he said sure, and climbed onto the bed. I tried to move over and roll, but I fell off the bed, I laughed and said I had never done this before. I remounted the bed and climbed between his legs, he relaxed and closed his eyes. I reached out with my right hand and grasped it, felt its warmth, and stroked it up and down a couple of pumps. It was soft, flexible skin over a hard core, it felt like mine but was also different from it. This was it, no chickening out now, I thought of all the stereotypical ways to start sucking a dick, images of porn popped in to my head. I stuck my tongue out about mid way along the shaft and ran it up to the head, along the hole, and then placed my lips around the head. Remember don't use the teeth. I moved it back and forth and slid my tongue around the inside, I tried seeing how far back I could get it, I jerked the shaft at points, I tried everything I could think of at least once. I wondered how much time had passed, I tried to eye the clock, I realized it was a patient waiting game I just had to keep doing this while his pleasure built. I hope it is pleasurable, he has been quite silent, I don't see what the big deal women make of this besides the repetition, I can see if there was music or TV on. I had been trying to put myself on autopilot, a zen like state where the time can pass and I can just bob up and down, and lick and suck find a rhythm. A couple of times I wondered what it would feel like to take this cock up my ass, and cursed that he wasn't available at night where I would have all the time to ask, and try. He made a noise, I must be getting better at it or its having a cumulative effect. What did I do? I should do it again, or more often if it elicited that kind of response from him. But I didn't need to his grunt was his sign that he was cumming, his dick pulsed in my mouth and his cum streamed out into my mouth. I thought to my self, keep your mouth on it, otherwise it will go all over the place, don't spill a drop. I worried that there would be too much, but he finished, and I squeezed and jerked upwards to get the last bits out and slid my lips up and sucked any leftovers out. I pantomimed that I was going to the bathroom, slid off the bed and jogged to the sink where I spit, and washed my mouth out. I was somewhat sad at that, I wish I had some close to, that I could feel comfortable swallowing. I got out and he was already dressing up we said goodbye and I let him out. I showered again, got dressed and went to work. All day my lips tingled and I kept thinking to my self, I sucked my first cock, I don't see what all the fuss is about and wouldn't mind doing it again. We chatted a couple times after, and did the doctor visit and got cleared. So now every now and then I day dream about that day in October.
[FONT=verdana][SIZE=3]I would love to tell you that it got easier for Kevin to fuck me and that I had managed to figure out how to eat all of his dick and if I did, I'd be lying my ass off. It didn't get worse - it just didn't get easier even thought I knew what to expect. No matter what position he fucked me in, it always felt like the proverbial phone pole going in my ass and, well, I just learned to get used to having my asshole gaped open wide enough to always feel that cool breeze in a place you shouldn't feel any breezes. Kissing him was still wonderfully weird and one of our favorite things to do was for him to be in the missionary position so we could kiss the whole time I fucked him. One Saturday, he had me laughing so hard that my sides hurt when he told me that the first time I fucked him? He thought and felt like my cock was going to rip him apart! We also talked about him feeling ashamed about his own dick and how other guys would rib him unmercifully about his lack of length and his freakish girth. "You're the first guy who didn't care about that," he said to me. "You don't complain or anything when I fuck you!" "Doesn't make sense to complain about something neither of us can do anything about," I said. "Besides, I gave my word that you could fuck me and, yeah, it hurts when you do - but not as bad as it would hurt for me to go back on my word, you know?" Even then, I knew that honor was everything and that if you didn't have honor, you didn't have a damned thing that was worth anything. Beside, after seeing his dick for the first time? I couldn't resist the challenge I knew it was going to present every time I felt it going in me or had it in my mouth. I committed myself to dealing with his dick and enjoying it, too, because it was a matter of honor and not being a chicken about it. That and he was a good kisser...[/SIZE][/FONT]
[FONT=verdana][SIZE=3]I wasn't even sure I could move but I managed to and as I kinda sat more upright, more of his spunk flowed out of me - how much did he put in there? I didn't have time to consider it because he had handed me the Vaseline and even saved me the task of slathering his hole by scooping a glob and applying it himself but, um, of course, I had to get my finger in there as well. "Hurry... get it in me, shit, I want it so bad," he said, tugging at me to pull me to him and between his widely spread legs. I fell into his embrace and felt my dick go right where it needed to go so I pushed... and slid right into him so fast that I heard him sound like he was gonna throw up and felt his body respond like it was going to do just that. "Just get it all the way in," he kinda hissed to me, wrapping his legs around me and using his hands to pull me the rest of the way inside him and I just went with it. We both moaned and sighed at almost the same time as I got all of the dick I could into him and started to fuck him. "Faster... harder," he said, fucking back against me as hard and fast as he could. I did my best to comply but it wasn't easy - he had his legs around my waist and hips and was squeezing me pretty hard so I did the only thing I could do. I raised up, hooked my arms behind his knees when he relaxed his leg-lock on me, and put him into The Buck (as we called it). It not only allow me to move better but now we could both watch my dick moving in and out of his ass and as hard and fast as I could manage. Sweat was pouring off of me, stinging my eyes and I wanted to wipe them so bad it wasn't funny... but I also wanted to fuck him, to shoot my jizz into his ass just like he did to me and somewhere along the line, I did just that. "God, I can feel it!" Kevin said right before he pulled my head down so he could kiss me while my balls emptied themselves into him. Ever time my dick pulsed, it made my asshole hurt, a reminder that not too long ago, I had his fat-assed dick in my butt. I was done shooting... but wasn't done with him. I didn't even think about it when I pulled out of him and immediately took his dick into my mouth - well, I did think that Vaseline never tasted good but I didn't care about that as I sucked him into full, fat hardness and kept going until he shot another load into my mouth. We both lay on the bed gasping like fish out of water (and my asshole was still hurting). I did realized that, um, damn, I sucked his dick again... after it had been in my ass but I couldn't remember any... funny taste other than that of the thin coating of Vaseline on his cock. Oh, well - too late to worry or do anything about it now. "It was worth the wait, wasn't it?" Kevin asked once he got his breathing under control. "It was so good; it was everything I had hope it would be!" "It was," I said; my mouth was dry and tasted like Vaseline. "I need some water..." Kevin literally fell off the bed, laughed, and went to get some water and as he stumbled away, I could see some of my spunk between his butt cheeks, sending a thrill right down to my dick. My asshole? Wasn't so happy as I thought about the fact that we were going to take a break to recharge ourselves... then it all was going to happen again and as many times as we could manage before we were both too tired and spent to do much of anything. When his parents got home, they found us sitting and watching TV or, to be honest, we were both trying to sit down and without looking like our butts were hurting and as sore as we both knew them to be - and especially me more than him. After assuring them that everything was okay - and Kevin's father slipping me two twenty dollar bills - I was taken home but not after promising to visit Kevin more often. It was amazing sex but also a lesson of being committed to doing something and the honor in keeping your word... and no matter what.[/SIZE][/FONT]
[FONT=verdana][SIZE=3]But I had already committed to this, had already given my word on it so there was no backing out... and I very badly needed him to fuck me. I felt the bed move, then felt him on top of me; felt his knob poking here and there as he sought to find my hole... then he found it and pushed... and I bit my lip to keep from crying out because it felt like he was trying to shove his leg into my ass. Oh, my god... it hurt so bad and I could feel my muscles trying to keep him out even as I tried to relax to allow him to get in. "Do you want me to stop?" I heard him ask, his voice in my ear. "No - keep going," I said and even started to push back against him. It felt like his dick was ripping me apart even when I felt him get past my anal muscles but, shit, he was so fat and thick that his dick just kept spreading me wider and wider until I felt his lower abdomen against my butt cheeks. He somehow got it all in me and it hurt like it I'd never been fucked before. "Are you okay?" he asked, the concern clear in his voice. "Fuck me," I said, fighting against the pain of having him in me. "Just fuck me..." I felt my whole body... surrender to him being inside me and when he started moving in and out of me, yeah, it still hurt like a motherfucker but was starting to feel good, too. Kevin laid down fully on my, kinda wrapped his arms around me as best he could, kissing my ears, my cheek, even my neck as he fucked me... and all I could do was moan and do my best to move with him, the pain almost forgotten but not totally so. Soon - and I can't even tell you shit about time - he was fucking me faster, his very thick dick now moving easier in and out of me and I was lost in it, between the pleasure and the pain and I didn't want him to stop fucking me. It seemed like the moment that thought crossed my mind, I felt his dick swell in my butt - then felt the first shot of cum in me, followed by more spurts and him now fucking me in that out of control way. And my ass was back to hurting something fierce but I wasn't going to tell him to take it out; I couldn't. I promised and gave my word. Kevin finished creaming me and slowly pulled out and I actually heard a popping sound when he got all of his dick out of me... and I could swear I could feel a cool breeze in my hole. I knew that when a guy fucked a guy in the ass, it could leave his hole gaped open before the muscles could remember they were supposed to be and stay closed tight; I even felt back there after Kevin flopped over onto his back and, yep - that fat, short prick had gaped my asshole wide open and I could now feel his sperm starting to flow out of me. And my ass just hurt and so much I almost asked him to stuff it back in and maybe it would stop hurting. Maybe. But I didn't get the chance to even think more about it because I heard Kevin say, "Come on... it's your turn to fuck me!"[/SIZE][/FONT]
[FONT=verdana][SIZE=3]I didn't know about him but I was lost in the moment, concentrating on sucking his dick and, yeah, trying to eat all of it but I couldn't; my gag reflex and the need to breath wasn't hearing any of that so I kept doing what I could do, sucking on his knob and licking it while he did the same to me. Kevin was fucking into my mouth and it felt like his dick was getting harder and I knew he was about to shoot... but I shot first; it snuck up on me and I could hear myself moaning around his dick which maybe made him shoot a few moment later. I could feel him swallowing my stuff and he was digging his fingers into my butt cheeks hard enough for it to hurt but I couldn't pay attention to that because I was busy swallowing his stuff. It wasn't that he had a whole lot of it; it was just hard to swallow with his very fat dick in my mouth but I managed to not let a drop of it escape. We let go of each other at about the same time and I spun around to once again face him to tell him how good that was - only to have his plaster his lips to mine and his tongue invading my mouth again. I don't know or can remember how long we lay together like that, kissing and now humping up against each other. It was blistering hot... or maybe it was my imagination? We were both sweating a lot; his dirty blond hair was plastered to his head and my growing Afro had long since sagged and had been making me swipe it out of my face. In retrospect, I think we were doing this while waiting for one of us to make the next move, which got me thinking about my "options;" do I make the first move to fuck him and delay the moment where he was gonna try to get that fat dick in my butt? Or do I "let" him go first? The matter was made moot when he broke the kiss, stumbled out of the bed, and got a big jar of The Original Lube: Vaseline. We didn't really say anything to each other as I watched him scoop a huge glob of the stuff and slather it on his cock; I just turned over without thinking about it and raised my butt up so he could put some Vaseline in my hole. I either moaned or gasped as his finger went right into me good and deep and that, all by itself, felt wonderful... but I knew it was just preparing me to be fucked and part of me wanted to not have that fat thing trying to get inside me.[/SIZE][/FONT]
[FONT=verdana][SIZE=3]Kevin had the shortest and fattest dick I'd seen on a boy. Today, I'd guess that he was five inches or so hard - and he was seriously hard - but it was how fat and thick his dick was that sent a chill through me and I knew, in that moment, that I had committed myself to biting off more than I could chew - literally. Kevin and I weren't only the same age, we were the same height and build and I stood there gawking at the short, fat... club he had between his legs. "Your cock is nice and long and fat!" he said as his eyes took me in. "Yours is really fat!" I blurted out. "I know... it makes it so hard to do it with other guys," Kevin said; clearly, it was something that bothered him. "They take one look at my cock and then they don't wanna do it... are you gonna still want to do it?" "Yes," I said. "I promised that I would!" But in my head I was starting to regret having made that promise because I had no fucking idea how I was going to get that very fat dick in my mouth, let alone in my ass. Kevin seemed to be calmed by my words and I just went over to him and hugged him; his body was fever hot even though it was quite cool in his room. And then, for a reason I couldn't explain, I kissed him lightly on the lips - it just seemed like the right thing to do. Kevin recoiled for a moment but then kissed me back and it seemed to me that the next thing I knew, we were on his bed, still wrapped up in each other and kissing. It was the first time I'd kissed a guy... and it was both very weird and strangely good. Our tongues were roaming around in each other's mouth and we were kinda rubbing our bodies together; his short and very fat cock was stabbing me in the stomach and, um, I don't remember breaking the kiss and sliding down to take his prick into my mouth. I do remember my jaw muscles protesting as I opened my mouth as wide as I could just to get the head into my mouth... then, shit, I don't know why but I tried to get more of him in but he was so fat I couldn't get more than half of him in my mouth. That kinda bugged me because I had long since learned how to take all of a guy in - and no matter how fat or long he was... but something in my head said, "Just do the best you can!" I was so focused on sucking his dick that I was surprised to feel his mouth on my own boner.[/SIZE][/FONT]
[FONT=verdana][SIZE=3]Our moment finally arrived and in a way neither of us could have predicted - and, believe me, we tried to think of every way we could that would allow us to do what we both wanted and needed to do. Kev's parents were going somewhere they couldn't take him and they had asked him to ask me to ask my mom if I could come over to his place and keep him company while they were gone. Kevin had said that, at first, his parents were going to hire a sitter but he convinced them that not only was he 12, he had a friend who was also 12 and he would rather spend that time with me than with a sitter - and they agreed. His dad came to pick me up early that Saturday morning and he was giving me [probably] the same instructions he'd given his son as well as when he thought they'd be back. Once at Kevin's house, man - it was all I could do to keep my cool! I was sure, as I was introduced to Kevin's mom, that he was thinking the same thing I was: The moment the coast was clear, we were gonna finally get to do it to each other! I think about that moment now and I'm surprised his parents didn't pick up on the fact that something was up - and I wasn't sure, then or now, that they didn't; we were both trying to act normal... which usually means not acting normal. More instructions and mostly what to do in case of an emergency and maybe twenty minutes after I got there, his parents got in the car and drove away. When I turned to look at him, shit - he was already starting to get undressed! I said, "Wait - they might turn around and come back for something! Let's give them another ten minutes!" "Good idea!" he said. We spent the next ten minutes bouncing off the walls and once those ten minutes had passed, Kevin was moving like he was shot out of a gun, calling over his shoulder to me, "Come on!" I thought that he had forgotten that I'd never been to his house... so I didn't know where his room was and that dawned on him because he came back to the top of the stairs to guide me and with a silly look on his face. Once in his room - and I was only maybe a second or two or three behind him - Kevin was already naked but had his back to me, calling over his should for me to hurry up and get naked, which I did. My dick was already painfully hard and as I stood there looking at his, um, skinny butt, it felt like it was getting even harder. I couldn't wait for him to turn around so I could get my first look at his dick! Then he turned around... [/SIZE][/FONT]
[FONT=verdana][SIZE=3]"Kevin" and I had met at the local Y and quickly became friends and even more so when we both revealed that not only had we done it with boys, we both liked it a lot. So it just made sense that we do it to each other and spent a much of any time we could spend together talking about it and how much fun it would be to see each other naked. Kevin was... reserved, maybe even introverted, didn't easily engage in conversations with others but we hit it off right away and I think that because we were both... nerdy, that trait was what attracted us to each other. It wasn't that we didn't want to do it to each other because we did but one of the lessons life teaches you is that whenever you [B]really[/B] want to do something, whatever it is will be very hard to do. It seemed to me that every time we made a plan to finally get to sucking and fucking each other, something always came up to keep it from happening; the cock-blocking was so bad that even when we'd be at the Y - and not necessarily together - we figured that we could at least get to see each other naked in the shower room but fate - I guess - always threw a wrench into even that simple thing. If we were nothing else, we were patient. I had to admit that, at the time, I hadn't wanted to do it with a boy as much as I wanted to do it to him and, of course, have him doing it to me and Kevin eagerly echoed this sentiment; we'd both wind up saying that when - not if - we finally got to do it, it was going to be outstanding. We had long since agreed that we were gonna do it all; we were gonna suck each other's dick until we shot the stuff into each other's mouth and we were definitely gonna stick it in and fuck each other and both things as many times as we could. After all, we were piling up a lot of lost time to be made up. We both even confessed that we'd lie awake at night and think about doing it to each other while masturbating and it didn't surprise me when Kev confessed that he'd figured out that if he gathered up all of the stuff he shot and put it in his mouth, he wouldn't leave any evidence behind for anyone to find; we both thought that our parents telling us over and over not to play with ourselves was... dumb.[/SIZE][/FONT]